tert-Butyl 11-aminoundecanoate (compound 6b) is a PROTAC (PROteolysis TArgeting Chimera) linker of the Polyethylene glycol (PEG) category. tert-Butyl 11-aminoundecanoate may be utilized to prepare a veriety of PROTAC protein degraders. The PROTAC molecule contains two different ligands connected by a linker; one is the E3 ubiquitin ligase ligand, and the other is the target protein ligand. PROTAC utilizes the intracellular ubiquitin-proteasome system to selectively degrade target proteins.

Physicochemical Properties

Molecular Formula	C₁₅H₃₁NO₂
Molecular Weight	257.41
Exact Mass	257.235
CAS #	220851-29-6
PubChem CID	545139
Appearance	Yellow to brown liquid
LogP	4.498
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	12
Heavy Atom Count	18
Complexity	209
Defined Atom Stereocenter Count	0
SMILES	O(C(C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])N([H])[H])=O)C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H]
InChi Key	LEMMJNALIIDDRY-UHFFFAOYSA-N
InChi Code	InChI=1S/C15H31NO2/c1-15(2,3)18-14(17)12-10-8-6-4-5-7-9-11-13-16/h4-13,16H2,1-3H3
Chemical Name	tert-butyl 11-aminoundecanoate
Synonyms	tertButyl 11aminoundecanoate; tert Butyl 11 aminoundecanoate
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

References

[1]. Disordered region of cereblon is required for efficient degradation by proteolysis-targeting chimera. Sci Rep. 2019 Dec 23;9(1):19654.

Solubility Data

Solubility (In Vitro)

DMSO : ~100 mg/mL (~388.49 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (9.71 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (9.71 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (9.71 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	3.8849 mL	19.4243 mL	38.8485 mL
	5 mM	0.7770 mL	3.8849 mL	7.7697 mL
	10 mM	0.3885 mL	1.9424 mL	3.8849 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.